8-[(1R,5S)-5-hydroxy-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic acid

Details

• Internal ID: e82d46e5-ad3b-49c3-a44a-d68a914c4ad2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: 8-[(1R,5S)-5-hydroxy-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic acid
• InChI: InChI=1S/C18H28O4/c1-2-3-9-14-18(22)15(12-13-16(18)19)10-7-5-4-6-8-11-17(20)21/h3,9,12-13,15,22H,2,4-8,10-11,14H2,1H3,(H,20,21)/b9-3-/t15-,18+/m1/s1
• InChI Key: JTVFMTUJWPGXRA-MJFLDEBMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₄
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9283	92.83%
Caco-2	-	0.6564	65.64%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8861	88.61%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7774	77.74%
P-glycoprotein inhibitior	-	0.8603	86.03%
P-glycoprotein substrate	-	0.7593	75.93%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	-	0.9153	91.53%
CYP3A4 inhibition	-	0.9362	93.62%
CYP2C9 inhibition	-	0.9462	94.62%
CYP2C19 inhibition	-	0.9081	90.81%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.9366	93.66%
CYP2C8 inhibition	-	0.8633	86.33%
CYP inhibitory promiscuity	-	0.9839	98.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6771	67.71%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8825	88.25%
Skin irritation	-	0.5509	55.09%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.7864	78.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4085	40.85%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5774	57.74%
skin sensitisation	-	0.7650	76.50%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7526	75.26%
Acute Oral Toxicity (c)	III	0.6799	67.99%
Estrogen receptor binding	+	0.7205	72.05%
Androgen receptor binding	-	0.8444	84.44%
Thyroid receptor binding	+	0.6239	62.39%
Glucocorticoid receptor binding	+	0.6734	67.34%
Aromatase binding	-	0.4860	48.60%
PPAR gamma	+	0.6386	63.86%
Honey bee toxicity	-	0.9733	97.33%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9167	91.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.88%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.31%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.61%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.09%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.54%	100.00%

Plants that contains it

• Chromolaena morii

Cross-Links

• PubChem: 163085852
• LOTUS: LTS0038233
• wikiData: Q105135027